Microwave-assisted arylation of rac-(E)-3-acetoxy-1,3-diphenylprop-1-ene with arylboronic acids |
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| Authors: | Viera Polá?ková C Oliver Kappe |
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| Institution: | a Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, SK-842 15 Bratislava, Slovak Republic
b Christian Doppler Laboratory for Microwave Chemistry (CDLMC) and Institute of Chemistry, Karl-Franzenes University, Heinrichstrasse 28, Graz, Austria |
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| Abstract: | The palladium-catalyzed arylation of rac-(E)-3-acetoxy-1,3-diphenylprop-1-ene with arylboronic acids was studied under controlled microwave irradiation conditions. A variety of different catalysts, bases, and solvents were explored in order to achieve optimum yields in the shortest possible reaction times. The best isolated yields were obtained using Pd2(dba)3·CHCl3/PPh3 as the catalytic system, potassium phosphate monohydrate as the base, and toluene/H2O as a solvent system. Microwave irradiation using 5 mol % of the palladium catalyst for 90 s (max. temp 170 °C) generally afforded the cross-coupling products in good to excellent yields. |
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| Keywords: | Palladium Allylic substitution Allylation Boronic acid Cross-coupling Arylation Microwave irradiation |
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